Gary's Choice

by Major Tom

24 Jun 2020 1755 readers Score 9.1 (16 votes) PDF Mobi ePub Txt


I looked at the picture taken in front the NYC skyline backdrop with a mixture of pride and disbelief. There was Timothy and Nick both dressed in dark blue suits kissing. That Timothy was the first of my three children to get married was a big surprise. Then again, our lives had been so surprising. There had been no contact from Timothy or word about him in the months since he stopped working as a whore in a Brighton Beach apartment overseen by a Russian handler.

Other pictures and videos of the event were attached to an email Hunter the writer had sent me:

Timothy and Nick were married today. I thought you would want to know. It was a small affair. There were 20 attendees at the City Hall ceremony. They were mostly friends of Nick’s from the force and a few of his cousins. Nick’s mother was there too. Timothy invited me. I’m really the only person from his past that he keeps up with. Then we all walked a few blocks to a private space in a Soho hotel for a simple yet lovely reception. Drinks, hors d'oeuvres and the wedding cake. There was a warm atmosphere.

“Nick is a standup guy! Good for him and Tim” I overheard two of his police friends. “Yeah, but I miss tapping Tim. I said to Nick. ‘You’re gonna still let us have Tim from time to time, right?’ ‘No fucking way!’ He laughed. ‘He’s all mine now! There’s plenty of other boys for you!’”

“This was all Nick’s idea” said Timothy to me when we were chatting alone in a booth. “He felt that we’re committed, and he wants us to have kids. Nick’s mother is very nice and likes me. She can’t wait to be a grandmother. We’re talking about how to work that out. I’ve changed my last name to his. Also, Nick wanted to make sure I was taken care of in case something happened to him, that it would be better if we were married. The house, his life insurance, everything all goes to me. I love him so much. I don’t have to work, he supports me in every way. Between going to classes and taking care of the house and the dog, I’m pretty busy. We leave tomorrow for a weekend trip to Las Vegas. That’ll be the official honeymoon until Nick’s vacation in a few months, than maybe Europe. I’ve never been.”

“Right. You want to know personal stuff. Okay. Whatever time Nick’s shift is, I arrange my schedule to be home. I suck him off before he goes on duty. That’s so he can go to work in a good frame of mind. If he’s up for it, we fuck when he gets back. Sometimes he’s moody and just wants to cuddle. I asked him if he wanted me to dress up for him. ‘Nah, I’m into men.’”

“I’m a gay total bottom, that’s just a fact of how my life developed and nothing to be ashamed of. Nick is a total top, but he does jerk me sometimes during sex. He’s 7.5” cut. It is not an open relationship. I’m monogamous. I was with enough guys and had enough adventures. I can be with just one special man now. Nick is a hot guy who is out in the world and under tremendous stress. If he chooses to get up to things, I’m cool with it, but I don’t want to know. I told him how I feel. ‘Oh, stop! You’re the best!’ I believe him but guys are guys.”

“Most of his friends know about me and how we met. I’ve sucked and gotten fucked by many of them as they’d also come to the apartment to get serviced. We’re all mature and realistic, so it’s not a problem. A lot of cops marry whores that they met and went on to have solid relationships. I don’t think about my past life or those from it. I’m happy with my present life and those in it.”

Timothy never spoke about one particular and no doubt traumatic situation during our interviews and I never pushed him to. We’d grown close despite it or perhaps due to it.  I met him when he was a house boy providing sex on demand at a Fire Island weekend gathering. A few months later we met in person again.

I’m a member of a group of six leather top daddies into hardcore. Timothy's services were obtained through his handlers. He arrived at an East Side townhouse and joined us downstairs in the dungeon. Timothy endured a four hour twisted exhibition while his horizons were broadened.

Timothy’s dick was caged in a metal chastity device, an open mouth gag was placed on him, he was collared and put in a harness. He polished boots with his tongue, had his ass paddled, got gang fucked in a sling, was face-fucked repeatedly, the finale was him in a bathtub taking piss. He withstood and did everything with stoic obedience. We always hired a new boy as their shock at such debasement was part of our thrills, so that was Timothy’s first and only encounter with that kind of stuff that I knew of. 

“For old time sake, I’ll tell you something that I didn’t go into before” said Timothy. 

“How’s Ireland?” laughed Eric. He was my best friend in high school. My brother Robert set this up. We were in one of the nightclub’s back rooms. Also there, was Lucas, my ex-girlfriend’s brother. Eric was 18, tall and brown-haired. Lucas was 19, medium height and had a dark crewcut as he’s in the military.

I was wearing a black wig and a school girl uniform. The guys and Robert sat drinking vodka. I gave them lap dances. I was kind of nervous but got down to business. I soon had their dicks out and was stroking them. Robert’s was the biggest, Lucas was a just under his and Eric’s was a little shorter.  Seeing me as a girl blowing my best friend and my ex-girlfriend’s brother and then blowing him, really turned Robert on. “Dynamite!”

They took turns fucking me doggie-style. I was so emotionally hurt by this event but did have the pleasure of getting it from two horny teenagers with lots of stamina. “Tim, I’m steering young dick your way!” Robert said as I cleaned their dicks afterward. “Wow, one day he was tutoring me in Algebra and another day he’s sucking my cock” said Eric. “Even better is that one day was fucking my sister and another day I was fucking him!” laughed Lucas. “Hey, I’m hungry. The beef blintzes here are great” Robert said.

There would be other such reunions. From my Facebook friends list, Robert reached out to potential clients. He figured that guys who knew me from when I was normal would be excited to pay to experience my new talents. Me dressed as a girl would be less shocking than me being myself and make it more palatable for them. The revenue from them would trickle down to my Dad. So, Robert informed those whom he felt would be into it. They spread the word in their networks. I didn’t like being with guys who knew me from before. It was another rotten thing Robert did. All that is over.”

“Hey, I want my husband back!” laughed Nick as he came over to us. 

“Sure thing! Congratulations again and best wishes!”

by Major Tom

Email: [email protected]

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